hedychilactone A

Details

• Internal ID: 68342083-875d-43d8-855a-7d82018a8968
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3E)-3-[2-[(1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]oxolan-2-one
• SMILES (Canonical): CC1(CCCC2(C1CC(C(=C)C2CC=C3CCOC3=O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1C[C@@H](C(=C)[C@@H]2C/C=C/3\CCOC3=O)O)(C)C
• InChI: InChI=1S/C20H30O3/c1-13-15(7-6-14-8-11-23-18(14)22)20(4)10-5-9-19(2,3)17(20)12-16(13)21/h6,15-17,21H,1,5,7-12H2,2-4H3/b14-6+/t15-,16-,17-,20+/m0/s1
• InChI Key: NTDYMFJJFRUEDG-LAABLSLUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL205885

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.6518	65.18%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7543	75.43%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8580	85.80%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.5959	59.59%
P-glycoprotein inhibitior	-	0.7012	70.12%
P-glycoprotein substrate	-	0.8395	83.95%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.5347	53.47%
CYP2C9 inhibition	-	0.7878	78.78%
CYP2C19 inhibition	-	0.7138	71.38%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	-	0.7823	78.23%
CYP2C8 inhibition	-	0.6903	69.03%
CYP inhibitory promiscuity	-	0.8021	80.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6097	60.97%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8663	86.63%
Skin irritation	+	0.5423	54.23%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4001	40.01%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5696	56.96%
skin sensitisation	-	0.7155	71.55%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4918	49.18%
Acute Oral Toxicity (c)	III	0.7368	73.68%
Estrogen receptor binding	+	0.6473	64.73%
Androgen receptor binding	+	0.6523	65.23%
Thyroid receptor binding	+	0.6466	64.66%
Glucocorticoid receptor binding	+	0.7967	79.67%
Aromatase binding	+	0.5982	59.82%
PPAR gamma	+	0.6060	60.60%
Honey bee toxicity	-	0.7850	78.50%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.02%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.85%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.40%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.71%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.20%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.60%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.92%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	82.82%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.44%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.48%	98.75%
CHEMBL1977	P11473	Vitamin D receptor	81.23%	99.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.68%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.68%	94.45%

Plants that contains it

• Acacia linarioides
• Anadenanthera colubrina
• Aquilegia viridiflora
• Astragalus kabadianus
• Brombya platynema
• Cerbera odollam
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Daphne arisanensis
• Denhamia disperma
• Guadua angustifolia
• Hedychium coronarium
• Jaborosa leucotricha
• Kiggelaria africana
• Lippia abyssinica
• Lupinus luteus
• Morinda morindoides
• Perymenium jelskii
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Renealmia alpinia
• Rhamnus cathartica
• Rhamnus formosana
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea formosana
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium

Cross-Links

• PubChem: 10041596
• NPASS: NPC50488
• LOTUS: LTS0053204
• wikiData: Q105185404